Clean and efficient benzylic C-H oxidation in water using a hypervalent iodine reagent: Activation of polymeric iodosobenzene with KBr in the presence of montmorillonite-K10

Clean and efficient benzylic C-H oxidation in water using a hypervalent iodine reagent: Activation of polymeric iodosobenzene with KBr in the presence of montmorillonite-K10
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DOI:
10.1021/jo8012435
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发表时间:
2008-09-19
影响因子:
3.6
通讯作者:
Kita, Yasuyuki
Kita, Yasuyuki
中科院分区:
化学2区
文献类型:
--
作者:
Dohi, Toshifumi;Takenaga, Naoko;Kita, Yasuyuki

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我们发现,在 KBr 和蒙脱石-K10 (M-K10) 粘土存在下,非反应性且不溶性的聚合碘代苯 [PhIO](n) 诱导水性苄基 C-H 氧化,有效生成芳基酮。由[PhIO](n)和KBr原位生成的具有独特I(III)-Br键的水溶性活性物质1被认为是反应过程中关键的自由基引发剂。
We have found that Unreactive and insoluble polymeric iodosobenzene [PhIO](n) induced aqueous benzylic C-H oxidation to effectively give arylketones, in the presence of KBr and montmorillonite-K10 (M-K10) clay. Water-soluble and reactive species 1 having the unique I(III)-Br bond, in situ generated from [PhIO](n) and KBr, was considered to be the key radical initiator during the reactions.